Question

Draw the structures, including stereochemistry, of the two intermediates and the final product. Use wedge/dash bonds and hydrogens on chirality centers.

Answer 1

Concepts and reason

This problem is based on the concept of Grubbs catalysis reaction.

Grubbs 2^nd generation catalyst is stable towards moisture and air, thus is easier to handle in the lab. Olefin metathesis occurs in presence of Grubbs catalyst.

Fundamentals

Grubbs catalyst is a transition metal carbene series complex. The catalyst used for olefin metathesis.

(1)

On reaction with Grubbs 2^nd generation catalyst, a mixture of two optical active compounds is formed.

(2)

On reaction with ${{\rm{H}}_2},{\rm{Pd/C}}$ reduction occurs as follows:

Ans: Part 1

The mixture of two optically active compounds is as follow:

Part 2

A single optically active compound is as follow: